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Compounds

COMPOUND NPA015806

STRUCTURE
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PROPERTIES
NPAID NPA015806
CLUSTER ID 739
NODE ID 645
NAME FR901464
FORMULA C27H41NO8
MOLECULAR WEIGHT (Da) 507.6240
ACCURATE MASS (Da) 507.2832
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Pseudomonas
ORIGIN SPECIES sp. No. 2663
InChIKey PJKVJJDQXZARCA-LBPFJSCKSA-N
InChI InChI=1S/C27H41NO8/c1-16(8-11-23-25(31)27(15-33-27)14-26(6,32)36-23)7-10-22-17(2)13-21(19(4)35-22)28-24(30)12-9-18(3)34-20(5)29/h7-9,11-12,17-19,21-23,25,31-32H,10,13-15H2,1-6H3,(H,28,30)/b11-8+,12-9-,16-7+
SMILES CC1CC(C(OC1C/C=C(\C)/C=C/C2C(C3(CC(O2)(C)O)CO3)O)C)NC(=O)/C=C\C(C)OC(=O)C
ORIGINAL ISOLATION REFERENCE
CITATION Nakajima; Sato; Fujita; Takase; Terano; Okuhara New antitumor substances, FR901463, FR901464 and FR901465. I. Taxonomy, fermentation, isolation, physico-chemical properties and biological activities Journal of Antibiotics 1996 49 (12) 1196-1203.
DOI 10.7164/antibiotics.49.1196 PMID 9031664
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Bacteria LPSN 2
Phylum Proteobacteria LPSN 1224
Class Gammaproteobacteria LPSN 1236
Order Pseudomonadales LPSN 72274
Family Pseudomonadaceae LPSN 135621
Genus Pseudomonas LPSN 286
SYNTHESES
CITATION 1 Thompson CF; Jamison TF; Jacobsen EN FR901464: total synthesis, proof of structure, and evaluation of synthetic analogues. Journal of the American Chemical Society 2001 123 (41) 9974-9983. DOI: 10.1021/ja016615t PMID: 11592876
CITATION 2 Albert BJ; Sivaramakrishnan A; Naka T; Koide K Total synthesis of FR901464, an antitumor agent that regulates the transcription of oncogenes and tumor suppressor genes. Journal of the American Chemical Society 2006 128 (9) 2792-2793. DOI: 10.1021/ja058216u PMID: 16506745
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